Dimethylformamide → 1-[4-(2,3-Dihydro-2,2-dimethyl-6-benzofuranylmethyloxy)phenyl]-3-methoxy-3-methylurea

HRID 1032606ノート

反応式

HRID 1032606 の反応式
[CH3:1][C:2]1([CH3:20])[CH2:6][C:5]2[CH:7]=[CH:8][C:9]([CH2:11][O:12][C:13]3[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=3)=[CH:10][C:4]=2[O:3]1.CN(C)C=O.C(N(CC)CC)C.[CH3:33][O:34][N:35]([CH3:39])[C:36](Cl)=[O:37]>O>[CH3:1][C:2]1([CH3:20])[CH2:6][C:5]2[CH:7]=[CH:8][C:9]([CH2:11][O:12][C:13]3[CH:19]=[CH:18][C:16]([NH:17][C:36]([N:35]([O:34][CH3:33])[CH3:39])=[O:37])=[CH:15][CH:14]=3)=[CH:10][C:4]=2[O:3]1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 2734926N-methoxy-N-methylcarbamoyl chlorideHCID 221645334-(2,3-Dihydro-2,2-dimethyl-6-benzofuranylmethyloxy)aniline

生成物 1

HCID 144998691-[4-(2,3-Dihydro-2,2-dimethyl-6-benzofuranylmethyloxy)phenyl]-3-methoxy-3-methylurea収率 65.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

6.9 g of 4-(2,3-dihydro-2,2-dimethyl-6-benzofuranylmethyloxy)aniline was dissolved into 70 ml of N,N-dimethylformamide, and 2.8 g of triethylamine was added thereto. 3.8 g of N-methoxy-N-methylcarbamoyl chloride was slowly added dropwise thereto. After the mixture was stirred at room temperature, the reaction mixture was poured into water and extracted with ethyl acetate. After the organic layer was washed with water, it was dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off and the residue was subjected to silica gel column chromatography using ethyl acetate/n-hexane (1/2) as a developer to obtain 6.0 g of Compound No. 4 shown in Table 1.

後処理

  1. additionwas added
  2. extractionextracted with ethyl acetate
  3. washAfter the organic layer was washed with water, it
  4. dry with materialwas dried over anhydrous magnesium sulfate
  5. distillationEthyl acetate was distilled off

出典と根拠

ORDレコード
ord-61e3415f67074570a9d5168039f43998
出典データセット
uspto-grants-1990_09
特許番号
US04959092

反応ノート

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